WO2005024123A2 - Process for printing or dyeing cellulose/polyester mixed fibres - Google Patents
Process for printing or dyeing cellulose/polyester mixed fibres Download PDFInfo
- Publication number
- WO2005024123A2 WO2005024123A2 PCT/EP2004/051952 EP2004051952W WO2005024123A2 WO 2005024123 A2 WO2005024123 A2 WO 2005024123A2 EP 2004051952 W EP2004051952 W EP 2004051952W WO 2005024123 A2 WO2005024123 A2 WO 2005024123A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- hydrogen
- denotes
- formula
- process according
- alkyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 34
- 238000004043 dyeing Methods 0.000 title claims abstract description 14
- 229920002678 cellulose Polymers 0.000 title claims abstract description 11
- 239000001913 cellulose Substances 0.000 title claims abstract description 11
- 229920000728 polyester Polymers 0.000 title claims abstract description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 23
- 239000000986 disperse dye Substances 0.000 claims abstract description 19
- 239000003960 organic solvent Substances 0.000 claims abstract description 12
- 229920003043 Cellulose fiber Polymers 0.000 claims abstract description 6
- 238000009835 boiling Methods 0.000 claims abstract description 4
- 239000000975 dye Substances 0.000 claims description 32
- 229910052739 hydrogen Inorganic materials 0.000 claims description 26
- 239000001257 hydrogen Substances 0.000 claims description 26
- 150000002431 hydrogen Chemical class 0.000 claims description 20
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 14
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 14
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 14
- 229910052794 bromium Inorganic materials 0.000 claims description 14
- 229910052801 chlorine Inorganic materials 0.000 claims description 14
- 239000000460 chlorine Substances 0.000 claims description 14
- 150000001875 compounds Chemical class 0.000 claims description 13
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 11
- 239000006185 dispersion Substances 0.000 claims description 10
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 8
- 125000005843 halogen group Chemical group 0.000 claims description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
- 229920001223 polyethylene glycol Polymers 0.000 claims description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- 239000002202 Polyethylene glycol Substances 0.000 claims description 6
- -1 cyano, methyl Chemical group 0.000 claims description 6
- 229920000742 Cotton Polymers 0.000 claims description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 229920001451 polypropylene glycol Polymers 0.000 claims description 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 3
- 239000000835 fiber Substances 0.000 claims description 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 229910052731 fluorine Inorganic materials 0.000 claims description 2
- 239000011737 fluorine Chemical group 0.000 claims description 2
- 239000004615 ingredient Substances 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
- 229910052759 nickel Inorganic materials 0.000 claims description 2
- 229910052763 palladium Inorganic materials 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 229910052725 zinc Inorganic materials 0.000 claims description 2
- 229910052802 copper Inorganic materials 0.000 claims 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 239000002904 solvent Substances 0.000 description 11
- 239000000203 mixture Substances 0.000 description 9
- 239000008367 deionised water Substances 0.000 description 4
- 239000002270 dispersing agent Substances 0.000 description 4
- 239000004744 fabric Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000004090 dissolution Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000004753 textile Substances 0.000 description 3
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 229920002994 synthetic fiber Polymers 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 229920002565 Polyethylene Glycol 400 Polymers 0.000 description 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
- 229920001131 Pulp (paper) Polymers 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 230000003254 anti-foaming effect Effects 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- DMSMPAJRVJJAGA-UHFFFAOYSA-N benzo[d]isothiazol-3-one Chemical compound C1=CC=C2C(=O)NSC2=C1 DMSMPAJRVJJAGA-UHFFFAOYSA-N 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- JLFNLZLINWHATN-UHFFFAOYSA-N pentaethylene glycol Chemical compound OCCOCCOCCOCCOCCO JLFNLZLINWHATN-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000233 poly(alkylene oxides) Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000985 reactive dye Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- GCLGEJMYGQKIIW-UHFFFAOYSA-H sodium hexametaphosphate Chemical compound [Na]OP1(=O)OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])O1 GCLGEJMYGQKIIW-UHFFFAOYSA-H 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000000984 vat dye Substances 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/58—Material containing hydroxyl groups
- D06P3/60—Natural or regenerated cellulose
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/34—Material containing ester groups
- D06P3/36—Material containing ester groups using dispersed dyestuffs
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/16—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dispersed, e.g. acetate, dyestuffs
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/60—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
- D06P1/613—Polyethers without nitrogen
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/60—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
- D06P1/613—Polyethers without nitrogen
- D06P1/6138—Polymerisation products of glycols, e.g. Carbowax, Pluronics
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/90—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dyes dissolved in organic solvents or aqueous emulsions thereof
- D06P1/908—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dyes dissolved in organic solvents or aqueous emulsions thereof using specified dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/82—Textiles which contain different kinds of fibres
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/82—Textiles which contain different kinds of fibres
- D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
- D06P3/8223—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/82—Textiles which contain different kinds of fibres
- D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
- D06P3/8223—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups
- D06P3/8228—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using one kind of dye
- D06P3/8233—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using one kind of dye using dispersed dyes
Definitions
- the invention relates to a process for printing or dyeing water swellable cellulose fibres or cellulose/polyester mixed fibres with specific disperse dyes.
- DE 1 811 796 describes a process for dyeing cellulose fibres or blends of cellulose fibres and synthetic fibres with a single disperse dye which process comprises contacting said cellulosic material with water in sufficient amount to swell the cellulose, a solution or dispersion of the dye and a high-boiling water-soluble solvent in an amount sufficient to maintain swelling of the cellulose if water is removed.
- the present invention relates to a process for printing or dyeing cellulose fibres or cellulose/polyester mixed fibres characterised in that the fibres are treated in any sequence with water, a water-soluble organic solvent having a boiling point >150 °C and a disperse dye selected from the compounds of formulae (1) to (10)
- Ri and R 2 are each independently of the other C ⁇ -C 8 -alkyl, -(CH 2 ) n -O-(CH2) m R 5 , wherein R 5 denotes hydrogen or C ⁇ -C 8 -alkyl, n is a number from 2 to 6 and m is a number from 0 to 6, Cs-C ⁇ aryl, which is unsubstituted or substituted with one or more hydroxy groups, C C 8 alkyl groups, CrC alkoxy groups or halogen atoms or C ⁇ -Csoaralkyl, which is unsubstituted or substituted with one or more hydroxy groups, C ⁇ -C alkyl groups, Cr
- R 3 and R are each independently of the other chlorine, bromine, cyano, methyl or trifluoromethyl,
- X is a radical of formula (1a), (1 b), (1c) or (1d)
- R 6 and R 7 independently of the other represent hydrogen, chlorine, bromine or cyano
- R 8 denotes CrC 8 -alkyl or -(CH 2 ) n -O-(CH 2 ) m R 5 ⁇ wherein R denotes hydrogen or C C 8 -alkyI, n is a number from 2 to 6 and m is a number from 0 to 6,
- R 9 is hydrogen, fluorine, chlorine, bromine, cyano, methyl, trifluoromethyl or-SO 2 CH 3 and
- R 10 represents hydrogen, hydroxy or amino
- Rn denotes a radical of formula (2a), (2b), (2c) or (2d) wherein R 17 is hydrogen, chlorine , bromine, methyl or methoxy,
- R 18 is hydrogen, phenylamino, benzamido or CrC ⁇ 2 acyIamido, one of the radicals R ⁇ 2 , R 13 and R M denotes a radical of formula (2a), (2b), (2c) or (2d) as defined above and the others are hydrogen, and
- R 15 and R ⁇ 6 are each independently of the other hydrogen, bromine or chlorine;
- R 19 denotes C C 8 alkyl or -(CH 2 ) n -O-(CH 2 ) m -OR 2 o
- R 20 is hydrogen, methyl or ethyl
- n denotes a number from 2 to 6
- m denotes a number from 0 to 6;
- R 2 ⁇ is C C 8 alkyl, Cs-C 2 aryl, which is unsubstituted or substituted with one or more hydroxy groups, C C 8 alkyl groups, d-C 4 alkoxy groups or halogen atoms or C 6 -C 3 oaralkyl, which is unsubstituted or substituted with one or more hydroxy groups, C C alkyl groups,
- R 22 and R 23 are each independently of the other hydrogen, bromine or chlorine;
- R 24 denotes chlorine, bromine, cyano or-CONH 2 ,
- R 25 is CrC 20 alkyl or -(CH 2 ) n -0-(CH 2 ) m R 5 , wherein R 5 denotes hydrogen or d-C ⁇ -alkyl, n is a number from 2 to 6 and m is a number from 0 to 6,
- D is a radical of formula (1c) as defined above or a radical of formula (6a)
- R 9 , R 10 and R 25 are as defined above;
- R 26 denotes CrC 12 alkoxy
- Me denotes Ni, Zn, Pd or preferably Cu
- R 27 is hydrogen, d-C ⁇ alkoxy or -SO 2 -NH-R 25 and R 2 5 is as defined above; wherein R 28 and R 29 are each independently of the other a radical of formula (2b) or (2d) as defined above;
- R 8 and R17 are as defined above.
- the compounds of formulae (1) to (10) are known and either commercially available or can be prepared according to known processes.
- Preferred compounds of formula (1) are those wherein R 3 is cyano and R 4 is methyl.
- a compound of formula (1) is used as disperse dye, wherein R 3 is cyano, R 4 is methyl and X is a radical of formula (1a), (1b) or (1d).
- Particularly preferred disperse dyes are the compounds of formula (1 ), wherein R 3 is cyano, R 4 is methyl and X is a radical of formula (1d).
- Particularly preferred disperse dyes are the compounds of formulae (101), (102), (108), (109), (110), (115), (116), (118), (119), (120), (124), (133), (141), (143), (144), (152) and (154).
- the most preferred disperse dyes are the compounds of formula (101) and (102)
- the organic solvent used in the process according to the invention should be water-soluble and have a high dissolving capacity for the disperse dyes of formulae (1) to (10) at the fixation temperature.
- Water-soluble in this context means solubility in water of at least 2.5 % by weight at 25 °C.
- Suitable solvents of this type are glycols and their derivatives, in particular the ethers and esters.
- the preferred organic solvents that can be applied in the process according to the invention are polyethylene glycol, polypropylene glycol or an ether or ester derivative of polyethylene glycol or polypropylene glycol.
- Polyethylene glycol having a molecular weight of 100 to 600 is particularly preferred.
- water, dye and solvent can be applied to the substrate in any sequence.
- the preferred method for dyeing fabrics composed of cellulosic fibres or mixtures of cellulosic and synthetic fibres is to impregnate the fabric with a mixture of one or more dyes, water and solvent in a conventional dye pad bath followed by squeezing to remove excess dye liquor, or to print with a solvent-containing printing paste, and subsequently heating to evaporate sufficient water to effect dissolution of the dye, at which time the fabric is dyed.
- water is evaporated, but in an insufficient amount to effect dissolution of the dye, after which pressure and heat are applied to effect dissolution without further evaporation of water.
- Dye pastes can be prepared by conventional techniques such as by milling the dye in the presence of a dispersing agent or surfactant.
- a dyebath can be prepared by diluting the dye paste with water or with aqueous solvent. Addition of a solvent to the dye paste before addition of water may cause dye separation and usually is avoided. It will be understood by those skilled in the art that conventional additives other than a dye solvent and a dispersing agent can be present in dye baths and printing pastes.
- Further components which may be present in the printing pastes or dye baths are e.g. natural or synthetic thickeners, pigments, acids, bases and/or salts to adjust the pH to the desired value, anionic, nonionic or cationic surfactants, antifoaming and antifrosting agents, dispersing agents, fixing agents, polyhydroxy compounds, reaction products of hydroxyl compounds and isocyanates, polyesters prepared by reaction of terephthalic acid and one or more polyethylene glycols. These components are commonly used or recommended for textile printing or finishing.
- the three components are preferably contemporaneously applied to the fibre.
- the relative amounts of water, solvent and dye that can be applied in the printing pastes and dye baths are known to the skilled artisan.
- the printing paste which can be applied in the process according to the invention preferably contains 50 to 95 %, more preferably 60 to 90 % and in particular 70 to 85 by weight of water, based on the total weight of the printing paste.
- the amount of organic solvent is preferably 1 to 20 %, more preferably 2 to 15 % and in particular 5 to 10 by weight of, based on the total weight of the printing paste.
- the amount of dye dispersion is preferably 1 to 15 %, more preferably 2 to 10 % and in particular 3 to 8 by weight of, based on the total weight of the printing paste.
- the temperature at which dyeing or printing is effected by the instant process depends on the solubility of the dye in the dye solvent or aqueous dye solvent.
- the fibres are heated in a liquor at 125 °C to 225 °C, said liquor containing as liquid ingredients 10 to 95 % by weight of water and 5 to 90 % by weight of organic solvent.
- the cellulosic materials which can be dyed by the process of this invention include all forms of cellulose which increase in size and flexibility upon exposure to water. Suitable materials include natural fibres and purified wood pulps as well as reconstituted cellulose in fiber and film form.
- the invention is particularly useful for dyeing cotton/polyester mixed fibres.
- Each dye is dispersed according to the following formulation: • 29,2% dye • 7.3% 1,2-propylenglykol (solvent) • 3.7% Lutensol AT25 (dispersant) • 0.8% Geropon T77 (wetting agent) • 0.1 % Surfinol DF58 (antifoam agent) • 0.4% Proxel GXL (antimicrobial) • 58.5% deionised water
- Zirconium beads (diameter 0.6 to 1 mm) are then added to the above-obtained dispersion in a glass bottle tightly closed. The bottle is then placed in a Scandex apparatus and thereby agitated for 4 hours.
- the thus obtained fine dispersion is then filtered on a conventional Buchner funnel to provide the final dye dispersion.
- Printing paste A typical run consists in the preparation of a mother paste, to which a quantity of the dye dispersion and water will be subsequently added.
- the amount of added deionised water can vary as a function of the viscosity of the dye dispersion and/or of the printing paste.
- the printing paste is applied in a classical way on the textile (CO or PES/CO) through a screen. After drying at 90°C, the textile is thermofixed at 220°C for 1 minute.
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- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Coloring (AREA)
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/570,473 US20070000076A1 (en) | 2003-09-08 | 2004-08-30 | Process for printing or dyeing cellulose/polyester mixed fibres |
| EP04766635A EP1664420A2 (en) | 2003-09-08 | 2004-08-30 | Process for printing or dyeing cellulose/polyester mixed fibres |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP03405656.4 | 2003-09-08 | ||
| EP03405656 | 2003-09-08 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| WO2005024123A2 true WO2005024123A2 (en) | 2005-03-17 |
| WO2005024123A3 WO2005024123A3 (en) | 2005-06-02 |
Family
ID=34259308
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/EP2004/051952 WO2005024123A2 (en) | 2003-09-08 | 2004-08-30 | Process for printing or dyeing cellulose/polyester mixed fibres |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20070000076A1 (ko) |
| EP (1) | EP1664420A2 (ko) |
| KR (1) | KR20060090805A (ko) |
| CN (1) | CN1846028A (ko) |
| TW (1) | TW200523428A (ko) |
| WO (1) | WO2005024123A2 (ko) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007017430A1 (en) * | 2005-08-11 | 2007-02-15 | Huntsman Advanced Materials (Switzerland) Gmbh | Infrared ray-absorbing fibers |
| US8399161B2 (en) | 2007-02-23 | 2013-03-19 | Basf Se | Transparent colourants and colourant compositions, and their use |
| WO2017202480A1 (en) * | 2016-05-25 | 2017-11-30 | Huntsman Advanced Materials (Switzerland) Gmbh | Disperse azo dyes, a process for the preparation thereof and the use thereof |
| WO2018137859A1 (en) | 2017-01-27 | 2018-08-02 | Huntsman Advanced Materials (Switzerland) Gmbh | Method for printing textile fibre materials in accordance with the ink-jet printing process |
| WO2018177652A1 (en) | 2017-03-29 | 2018-10-04 | Huntsman Advanced Materials (Switzerland) Gmbh | Process for printing cellulose containing textile fibre material |
| WO2018184770A1 (en) | 2017-04-07 | 2018-10-11 | Huntsman Advanced Materials (Switzerland) Gmbh | Colorant mixtures |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101231050B1 (ko) * | 2010-11-29 | 2013-02-07 | 주식회사에스케이니트 | 레이온-폴리에스테르 교직물의 염색방법 |
| KR101231051B1 (ko) * | 2010-11-29 | 2013-02-07 | 주식회사에스케이니트 | 레이온-폴리에스테르 교직물의 날염방법 |
| CN111527257B (zh) | 2017-06-22 | 2022-01-28 | Hbi品牌服饰企业有限公司 | 织物处理组合物和方法 |
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| DE1811796A1 (de) * | 1968-11-25 | 1970-08-06 | Du Pont | Verfahren zum Faerben von in Wasser quellbaren Cellulosestoffen |
| US3706525A (en) * | 1971-03-08 | 1972-12-19 | Du Pont | Water swollen cellulose dyeing with high molecular weight disperse dye in a glycol ether solution |
| US3744967A (en) * | 1971-03-22 | 1973-07-10 | Du Pont | Process for dyeing napped fabrics of water swellable cellulose fibers |
| US4049377A (en) * | 1975-06-27 | 1977-09-20 | Basf Aktiengesellschaft | Dyeing and printing of cellulosic fibers or mixtures of cellulosic fibers with synthetic fibers |
| GB1561772A (en) * | 1975-10-29 | 1980-03-05 | Basf Ag | Azo dye formulations for cellulose and cellulosic textile materials |
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|---|---|---|---|---|
| DE4432833A1 (de) * | 1994-09-15 | 1996-03-21 | Basf Ag | Verfahren zum Färben von Melamin-Formaldehyd-Kondensationsprodukten |
-
2004
- 2004-08-30 CN CNA2004800255946A patent/CN1846028A/zh active Pending
- 2004-08-30 WO PCT/EP2004/051952 patent/WO2005024123A2/en active Application Filing
- 2004-08-30 KR KR1020067004588A patent/KR20060090805A/ko not_active Application Discontinuation
- 2004-08-30 EP EP04766635A patent/EP1664420A2/en not_active Withdrawn
- 2004-08-30 US US10/570,473 patent/US20070000076A1/en not_active Abandoned
- 2004-09-06 TW TW093126865A patent/TW200523428A/zh unknown
Patent Citations (5)
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|---|---|---|---|---|
| DE1811796A1 (de) * | 1968-11-25 | 1970-08-06 | Du Pont | Verfahren zum Faerben von in Wasser quellbaren Cellulosestoffen |
| US3706525A (en) * | 1971-03-08 | 1972-12-19 | Du Pont | Water swollen cellulose dyeing with high molecular weight disperse dye in a glycol ether solution |
| US3744967A (en) * | 1971-03-22 | 1973-07-10 | Du Pont | Process for dyeing napped fabrics of water swellable cellulose fibers |
| US4049377A (en) * | 1975-06-27 | 1977-09-20 | Basf Aktiengesellschaft | Dyeing and printing of cellulosic fibers or mixtures of cellulosic fibers with synthetic fibers |
| GB1561772A (en) * | 1975-10-29 | 1980-03-05 | Basf Ag | Azo dye formulations for cellulose and cellulosic textile materials |
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| MIKSOVSKY F: "Printing of Polyester - Cotton blends with Cellestren dyes" JOURNAL OF THE SOCIETY OF DYERS AND COLOURISTS, SOCIETY OF DYERS AND COLOURISTS, BRADFORD, GB, vol. 96, July 1980 (1980-07), pages 347-354, XP002270607 cited in the application * |
| RAGHEB A A ET AL: "PRETREATMENT OF COTTON/BLENDS WITH POLYESTER FOR PRINTABILITY USING DISPERSE DYES" AMERICAN DYESTUFF REPORTER, SAF INTERNATIONAL PUBLICATIONS, SECAUSUS, US, vol. 85, no. 2, 1 February 1996 (1996-02-01), pages 28,30-34,37-38, XP000556923 ISSN: 0002-8266 * |
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| WO2007017430A1 (en) * | 2005-08-11 | 2007-02-15 | Huntsman Advanced Materials (Switzerland) Gmbh | Infrared ray-absorbing fibers |
| US8399161B2 (en) | 2007-02-23 | 2013-03-19 | Basf Se | Transparent colourants and colourant compositions, and their use |
| TWI707002B (zh) * | 2016-05-25 | 2020-10-11 | 瑞士商杭斯曼高級材料公司 | 分散偶氮染料、其製備方法及其用途 |
| US20190153230A1 (en) * | 2016-05-25 | 2019-05-23 | Huntsman International Llc | Disperse Azo Dyes, a Process for the Preparation Thereof and the Use Thereof |
| JP2019521195A (ja) * | 2016-05-25 | 2019-07-25 | ハンツマン アドバンスト マテリアルズ （スイッツァランド） ゲーエムベーハーＨｕｎｔｓｍａｎ Ａｄｖａｎｃｅｄ Ｍａｔｅｒｉａｌｓ （Ｓｗｉｔｚｅｒｌａｎｄ） Ｇｍｂｈ | 分散アゾ染料、その製造方法及びその使用 |
| WO2017202480A1 (en) * | 2016-05-25 | 2017-11-30 | Huntsman Advanced Materials (Switzerland) Gmbh | Disperse azo dyes, a process for the preparation thereof and the use thereof |
| US10934435B2 (en) | 2016-05-25 | 2021-03-02 | Huntsman International Llc | Disperse azo dyes, a process for the preparation thereof and the use thereof |
| WO2018137859A1 (en) | 2017-01-27 | 2018-08-02 | Huntsman Advanced Materials (Switzerland) Gmbh | Method for printing textile fibre materials in accordance with the ink-jet printing process |
| WO2018177652A1 (en) | 2017-03-29 | 2018-10-04 | Huntsman Advanced Materials (Switzerland) Gmbh | Process for printing cellulose containing textile fibre material |
| US11008700B2 (en) | 2017-03-29 | 2021-05-18 | Huntsman International Llc | Process for printing cellulose containing textile fibre material |
| WO2018184770A1 (en) | 2017-04-07 | 2018-10-11 | Huntsman Advanced Materials (Switzerland) Gmbh | Colorant mixtures |
| JP2020516708A (ja) * | 2017-04-07 | 2020-06-11 | ハンツマン アドバンスト マテリアルズ （スイッツァランド） ゲーエムベーハーＨｕｎｔｓｍａｎ Ａｄｖａｎｃｅｄ Ｍａｔｅｒｉａｌｓ （Ｓｗｉｔｚｅｒｌａｎｄ） Ｇｍｂｈ | 着色剤混合物 |
| US11407912B2 (en) | 2017-04-07 | 2022-08-09 | Huntsman International Llc | Colorant mixtures |
Also Published As
| Publication number | Publication date |
|---|---|
| US20070000076A1 (en) | 2007-01-04 |
| CN1846028A (zh) | 2006-10-11 |
| KR20060090805A (ko) | 2006-08-16 |
| TW200523428A (en) | 2005-07-16 |
| EP1664420A2 (en) | 2006-06-07 |
| WO2005024123A3 (en) | 2005-06-02 |
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